Cytoprotective Effect of Epigallocatechin Gallate (EGCG)-5'-O-α-Glucopyranoside, a Novel EGCG Derivative

Int J Mol Sci. 2018 May 15;19(5):1466. doi: 10.3390/ijms19051466.

Abstract

Epigallocatechin gallate (EGCG) is a well-studied polyphenol with antioxidant effects. Since EGCG has low solubility and stability, many researchers have modified EGCG residues to ameliorate these problems. A novel EGCG derivative, EGCG-5'-O-α-glucopyranoside (EGCG-5'Glu), was synthesized, and its characteristics were investigated. EGCG-5'Glu showed antioxidant effects in cell and cell-free systems. Under SNP-derived radical exposure, EGCG-5'Glu decreased nitric oxide (NO) production, and recovered ROS-mediated cell viability. Moreover, EGCG-5'Glu regulated apoptotic pathways (caspases) and cell survival molecules (phosphoinositide 3-kinase (PI3K) and phosphoinositide-dependent kinase 1 (PDK1)). In another radical-induced condition, ultraviolet B (UVB) irradiation, EGCG-5'Glu protected cells from UVB and regulated the PI3K/PDK1/AKT pathway. Next, the proliferative effect of EGCG-5'Glu was examined. EGCG-5'Glu increased cell proliferation by modulating nuclear factor (NF)-κB activity. EGCG-5'Glu protects and repairs cells from external damage via its antioxidant effects. These results suggest that EGCG-5'Glu could be used as a cosmetics ingredient or dietary supplement.

Keywords: antioxidant; apoptosis; cell survival; epigallocatechin gallate derivate; free radicals.

MeSH terms

  • Apoptosis / drug effects
  • Catechin / analogs & derivatives*
  • Catechin / chemistry
  • Catechin / pharmacology
  • Cell Line
  • Cell Proliferation / drug effects
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Glucosides / chemistry
  • Glucosides / pharmacology*
  • HEK293 Cells
  • Humans
  • Nitric Oxide / metabolism
  • Phosphatidylinositol 3-Kinases / metabolism
  • Protein Serine-Threonine Kinases / metabolism
  • Proto-Oncogene Proteins c-akt / metabolism
  • Pyruvate Dehydrogenase Acetyl-Transferring Kinase
  • Radiation-Protective Agents / chemistry
  • Radiation-Protective Agents / pharmacology
  • Reactive Oxygen Species / metabolism

Substances

  • Free Radical Scavengers
  • Glucosides
  • PDK1 protein, human
  • Pyruvate Dehydrogenase Acetyl-Transferring Kinase
  • Radiation-Protective Agents
  • Reactive Oxygen Species
  • Nitric Oxide
  • Catechin
  • epigallocatechin gallate
  • Protein Serine-Threonine Kinases
  • Proto-Oncogene Proteins c-akt